CN102056931A - 氯吡格雷及其衍生物的制备方法 - Google Patents
氯吡格雷及其衍生物的制备方法 Download PDFInfo
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- CN102056931A CN102056931A CN2009801215031A CN200980121503A CN102056931A CN 102056931 A CN102056931 A CN 102056931A CN 2009801215031 A CN2009801215031 A CN 2009801215031A CN 200980121503 A CN200980121503 A CN 200980121503A CN 102056931 A CN102056931 A CN 102056931A
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- chemical formula
- replacement
- clopidogrel
- chloro
- phenyl
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- 238000000034 method Methods 0.000 title claims abstract description 28
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- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical class CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 1
- 239000010410 layer Substances 0.000 description 1
- 230000002101 lytic effect Effects 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 108010003855 mesentericopeptidase Proteins 0.000 description 1
- 125000005341 metaphosphate group Chemical group 0.000 description 1
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Natural products C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 1
- AFVFQIVMOAPDHO-UHFFFAOYSA-M methanesulfonate group Chemical class CS(=O)(=O)[O-] AFVFQIVMOAPDHO-UHFFFAOYSA-M 0.000 description 1
- 150000005342 methoxybenzoic acids Chemical class 0.000 description 1
- 108010020132 microbial serine proteinases Proteins 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 208000010125 myocardial infarction Diseases 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
- KVBGVZZKJNLNJU-UHFFFAOYSA-N naphthalene-2-sulfonic acid Chemical class C1=CC=CC2=CC(S(=O)(=O)O)=CC=C21 KVBGVZZKJNLNJU-UHFFFAOYSA-N 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- WLJVXDMOQOGPHL-UHFFFAOYSA-N phenylacetic acid Chemical class OC(=O)CC1=CC=CC=C1 WLJVXDMOQOGPHL-UHFFFAOYSA-N 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 239000008055 phosphate buffer solution Substances 0.000 description 1
- 150000003016 phosphoric acids Chemical class 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 1
- 239000008057 potassium phosphate buffer Substances 0.000 description 1
- 230000006340 racemization Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 229960001860 salicylate Drugs 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 239000013076 target substance Substances 0.000 description 1
- 150000003892 tartrate salts Chemical class 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- 229950004288 tosilate Drugs 0.000 description 1
- WBYWAXJHAXSJNI-VOTSOKGWSA-M trans-cinnamate Chemical compound [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 1
- 230000002792 vascular Effects 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 229940071104 xylenesulfonate Drugs 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D495/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR10-2008-0053815 | 2008-06-09 | ||
| KR1020080053815A KR100990949B1 (ko) | 2008-06-09 | 2008-06-09 | 클로피도그렐 및 그의 유도체의 제조방법 |
| PCT/KR2009/003083 WO2009151256A2 (ko) | 2008-06-09 | 2009-06-09 | 클로피도크렐 및 그의 유도체의 제조방법 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN102056931A true CN102056931A (zh) | 2011-05-11 |
Family
ID=41417234
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2009801215031A Pending CN102056931A (zh) | 2008-06-09 | 2009-06-09 | 氯吡格雷及其衍生物的制备方法 |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US20110087028A1 (ko) |
| EP (1) | EP2298777A4 (ko) |
| JP (1) | JP2011522535A (ko) |
| KR (1) | KR100990949B1 (ko) |
| CN (1) | CN102056931A (ko) |
| RU (1) | RU2469039C2 (ko) |
| WO (1) | WO2009151256A2 (ko) |
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| US5204469A (en) * | 1990-07-10 | 1993-04-20 | Sanofi | Process for the preparation of an n-phenylacetic derivative of tetrahydrothieno(3,2-c)pyridine and its chemical intermediate |
| CN101121720A (zh) * | 2007-09-14 | 2008-02-13 | 南开大学 | 硫酸氢氯吡格雷的制备方法 |
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| FR2530247B1 (fr) | 1982-07-13 | 1986-05-16 | Sanofi Sa | Nouveaux derives de la thieno (3, 2-c) pyridine, leur procede de preparation et leur application therapeutique |
| FR2623810B2 (fr) | 1987-02-17 | 1992-01-24 | Sanofi Sa | Sels de l'alpha-(tetrahydro-4,5,6,7 thieno(3,2-c) pyridyl-5) (chloro-2 phenyl) -acetate de methyle dextrogyre et compositions pharmaceutiques en contenant |
| FR2652575B1 (fr) | 1989-09-29 | 1992-01-24 | Sanofi Sa | Procede de preparation d'acides alpha-bromo phenylacetiques. |
| US5189170A (en) | 1989-09-29 | 1993-02-23 | Sanofi | Process for the preparation of phenylacetic derivatives of thieno-pyridines |
| FR2760456B1 (fr) | 1997-03-05 | 2000-05-12 | Sanofi Sa | Procede de preparation de derives de 2-thienyl-ethylamine |
| HU222283B1 (hu) | 1997-05-13 | 2003-05-28 | Sanofi-Synthelabo | Eljárás tieno[3,2-c]piridin-származékok előállítására |
| FR2769313B1 (fr) | 1997-10-06 | 2000-04-21 | Sanofi Sa | Derives d'esters hydroxyacetiques, leur procede de preparation et leur utilisation comme intermediaires de synthese |
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- 2009-06-09 US US12/996,733 patent/US20110087028A1/en not_active Abandoned
- 2009-06-09 RU RU2010154156/04A patent/RU2469039C2/ru not_active IP Right Cessation
- 2009-06-09 JP JP2011512392A patent/JP2011522535A/ja active Pending
- 2009-06-09 CN CN2009801215031A patent/CN102056931A/zh active Pending
- 2009-06-09 WO PCT/KR2009/003083 patent/WO2009151256A2/ko active Application Filing
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102391283A (zh) * | 2011-09-20 | 2012-03-28 | 海南灵康制药有限公司 | 一种硫酸氢氯吡格雷化合物及其制法 |
| CN105272993A (zh) * | 2014-07-03 | 2016-01-27 | 重庆安格龙翔医药科技有限公司 | 一种制备普拉格雷中间体的方法 |
| CN104293875B (zh) * | 2014-10-11 | 2017-07-07 | 宁夏大学 | 生物酶催化制备(s)‑2‑氯苯甘氨酸甲酯单一对映体的方法 |
| CN110283089A (zh) * | 2019-06-12 | 2019-09-27 | 苏州岚云医药科技有限公司 | 一种抗癌药物甘氨酸甲脂的合成工艺 |
Also Published As
| Publication number | Publication date |
|---|---|
| EP2298777A2 (en) | 2011-03-23 |
| EP2298777A4 (en) | 2012-03-14 |
| WO2009151256A3 (ko) | 2010-03-18 |
| JP2011522535A (ja) | 2011-08-04 |
| KR20090127714A (ko) | 2009-12-14 |
| KR100990949B1 (ko) | 2010-10-29 |
| RU2010154156A (ru) | 2012-07-20 |
| RU2469039C2 (ru) | 2012-12-10 |
| WO2009151256A2 (ko) | 2009-12-17 |
| US20110087028A1 (en) | 2011-04-14 |
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